CA2185035C - Process for preparation of hydrophobic starch derivatives - Google Patents
Process for preparation of hydrophobic starch derivatives Download PDFInfo
- Publication number
- CA2185035C CA2185035C CA002185035A CA2185035A CA2185035C CA 2185035 C CA2185035 C CA 2185035C CA 002185035 A CA002185035 A CA 002185035A CA 2185035 A CA2185035 A CA 2185035A CA 2185035 C CA2185035 C CA 2185035C
- Authority
- CA
- Canada
- Prior art keywords
- starch
- reaction
- anhydride
- group
- reagent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 238000000034 method Methods 0.000 title claims abstract description 30
- 229920000881 Modified starch Polymers 0.000 title claims abstract description 21
- 235000019426 modified starch Nutrition 0.000 title claims abstract description 20
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 14
- 238000002360 preparation method Methods 0.000 title description 4
- 229920002472 Starch Polymers 0.000 claims abstract description 42
- 235000019698 starch Nutrition 0.000 claims abstract description 42
- 239000008107 starch Substances 0.000 claims abstract description 38
- 238000006243 chemical reaction Methods 0.000 claims abstract description 30
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 29
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 19
- 239000006185 dispersion Substances 0.000 claims abstract description 12
- 238000002156 mixing Methods 0.000 claims abstract description 9
- 239000003513 alkali Substances 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- -1 dimethylene group Chemical group 0.000 claims description 9
- 150000007524 organic acids Chemical class 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000002002 slurry Substances 0.000 claims description 5
- GXGJIOMUZAGVEH-UHFFFAOYSA-N Chamazulene Chemical group CCC1=CC=C(C)C2=CC=C(C)C2=C1 GXGJIOMUZAGVEH-UHFFFAOYSA-N 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 description 11
- FLISWPFVWWWNNP-BQYQJAHWSA-N dihydro-3-(1-octenyl)-2,5-furandione Chemical compound CCCCCC\C=C\C1CC(=O)OC1=O FLISWPFVWWWNNP-BQYQJAHWSA-N 0.000 description 11
- 238000013019 agitation Methods 0.000 description 8
- 240000008042 Zea mays Species 0.000 description 5
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 229940014800 succinic anhydride Drugs 0.000 description 3
- 229920000856 Amylose Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 235000009973 maize Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- GJHGOLHDIKHKSN-UHFFFAOYSA-N (2,5-dioxooxolan-3-yl) octanoate Chemical compound CCCCCCCC(=O)OC1CC(=O)OC1=O GJHGOLHDIKHKSN-UHFFFAOYSA-N 0.000 description 1
- KLAIOABSDQUNSA-WUKNDPDISA-N 3-[(e)-octadec-2-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCCCCCCC\C=C\CC1CC(=O)OC1=O KLAIOABSDQUNSA-WUKNDPDISA-N 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229920001685 Amylomaize Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 240000003183 Manihot esculenta Species 0.000 description 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 235000013808 oxidized starch Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/02—Esters
- C08B31/04—Esters of organic acids, e.g. alkenyl-succinated starch
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Paper (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/524,281 | 1995-09-06 | ||
| US08/524,281 US5672699A (en) | 1995-09-06 | 1995-09-06 | Process for preparation of hydrophobic starch derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2185035A1 CA2185035A1 (en) | 1997-03-07 |
| CA2185035C true CA2185035C (en) | 2002-07-23 |
Family
ID=24088555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002185035A Expired - Fee Related CA2185035C (en) | 1995-09-06 | 1996-09-06 | Process for preparation of hydrophobic starch derivatives |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5672699A (de) |
| EP (1) | EP0761691B1 (de) |
| JP (1) | JP3974207B2 (de) |
| AU (1) | AU710985B2 (de) |
| CA (1) | CA2185035C (de) |
| DE (1) | DE69618300T2 (de) |
| TW (1) | TW322483B (de) |
Families Citing this family (66)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5776476A (en) * | 1997-02-28 | 1998-07-07 | National Starch And Chemical Investment Holding Corporation | Cosmetic compositions containing hydrophobic starch derivatives |
| US5797984A (en) * | 1997-04-15 | 1998-08-25 | National Starch And Chemical Investment Holding Corporation | Water resistant starch based foams |
| US6001927A (en) * | 1998-09-16 | 1999-12-14 | National Starch And Chemical Investment Holding Corporation | Thixotropic paint compositions containing hydrophobic starch derivatives |
| US6037466A (en) * | 1998-12-31 | 2000-03-14 | National Starch And Chemical Investment Holding Corporation | Method for preparing hydrophobic starch derivatives |
| DK1141030T3 (da) | 1999-01-15 | 2004-01-26 | Avebe Coop Verkoop Prod | Hydrofobe stivelsesderivater |
| US6398911B1 (en) | 2000-01-21 | 2002-06-04 | Kimberly-Clark Worldwide, Inc. | Modified polysaccharides containing polysiloxane moieties |
| US6896769B2 (en) | 1999-01-25 | 2005-05-24 | Kimberly-Clark Worldwide, Inc. | Modified condensation polymers containing azetidinium groups in conjunction with amphiphilic hydrocarbon moieties |
| US6596126B1 (en) | 1999-01-25 | 2003-07-22 | Kimberly-Clark Worldwide, Inc. | Modified polysaccharides containing aliphatic hydrocarbon moieties |
| US6517678B1 (en) | 2000-01-20 | 2003-02-11 | Kimberly-Clark Worldwide, Inc. | Modified polysaccharides containing amphiphillic hydrocarbon moieties |
| EP1192186B1 (de) * | 1999-01-25 | 2007-12-19 | Kimberly-Clark Worldwide, Inc. | Modifizierte polysaccharide mit amphiphilen einheiten |
| US6521088B1 (en) | 1999-11-23 | 2003-02-18 | National Starch And Chemical Investment Holding Corporation | Degraded hydrophobic, particulate starches and their use in paper sizing |
| US6465602B2 (en) | 2000-01-20 | 2002-10-15 | Kimberly-Clark Worldwide, Inc. | Modified condensation polymers having azetidinium groups and containing polysiloxane moieties |
| US6387475B1 (en) * | 2000-04-05 | 2002-05-14 | National Starch And Chemical Investment Holding Corporation | Water based adhesive composition with release properties |
| US20020015854A1 (en) * | 2000-05-10 | 2002-02-07 | Billmers Robert L. | Paper coating composition comprising a blend of modified high amylose starch and polyvinyl alcohol |
| US6528088B1 (en) | 2000-06-01 | 2003-03-04 | A. E. Staley Manufacturing Co. | Highly flexible starch-based films |
| EP1292639B1 (de) * | 2000-06-01 | 2009-03-11 | A.E. Staley Manufacturing Company | Hochflexible filme auf der basis von stärke |
| US6372361B1 (en) * | 2000-07-07 | 2002-04-16 | National Starch And Chemical Investment Holding Corporation | Coating for paper products |
| US6455512B1 (en) * | 2001-03-05 | 2002-09-24 | Tic Gums, Inc. | Water-soluble esterified hydrocolloids |
| US6949256B2 (en) | 2002-01-18 | 2005-09-27 | Banner Pharmacaps, Inc. | Non-gelatin capsule shell formulation |
| US7887838B2 (en) | 2002-01-18 | 2011-02-15 | Banner Pharmacaps, Inc. | Non-gelatin film and method and apparatus for producing same |
| US6790270B1 (en) | 2002-03-21 | 2004-09-14 | National Starch And Chemical Investment Holding Corporation | Protein and starch surface sizings for oil and grease resistant paper |
| US20060121099A1 (en) * | 2002-08-15 | 2006-06-08 | National Starch And Chemical Investment Holding Corporation | Process for making nonwoven articles |
| US6989339B2 (en) | 2002-08-15 | 2006-01-24 | National Starch And Chemical Investment Holding Corporation | Nonwoven webs treated with fixed mobile materials |
| EP1546237B2 (de) † | 2002-09-24 | 2019-04-24 | E. I. du Pont de Nemours and Company | Wasserdispergierbare polythiophene hergestellt unter verwendung von kolloiden auf basis von polymersäuren |
| US20050019294A1 (en) * | 2003-04-14 | 2005-01-27 | Fmc Corporation | Homogeneous, thermoreversible alginate films and soft capsules made therefrom |
| US20050008677A1 (en) * | 2003-04-14 | 2005-01-13 | Fmc Corporation | Delivery system of homogeneous, thermoreversible gel film containing kappa-2 carrageenan |
| WO2004091532A2 (en) * | 2003-04-14 | 2004-10-28 | Fmc Corporation | Homogeneous, thermoreversible gel containing reduced viscosity carrageenan and products made therefrom |
| US20050019295A1 (en) * | 2003-04-14 | 2005-01-27 | Fmc Corporation | Homogeneous, thermoreversible low viscosity polymannan gum films and soft capsules made therefrom |
| US20050013847A1 (en) * | 2003-04-14 | 2005-01-20 | Fmc Corporation | Delivery systems of homogeneous, thermoreversible alginate films |
| US7816341B2 (en) * | 2003-04-14 | 2010-10-19 | Fmc Corporation | Homogeneous, thermoreversible gel containing reduced viscosity carrageenan and products made therefrom |
| US20050048185A1 (en) * | 2003-04-14 | 2005-03-03 | Fmc Corporation | Delivery systems of homogeneous, thermoreversible low viscosity polymannan gum films |
| US7390438B2 (en) | 2003-04-22 | 2008-06-24 | E.I. Du Pont De Nemours And Company | Water dispersible substituted polydioxythiophenes made with fluorinated polymeric sulfonic acid colloids |
| US7166305B2 (en) | 2003-06-11 | 2007-01-23 | Mgp Ingredients, Inc. | Polyvalent metal-substituted starch products |
| US6809197B1 (en) | 2003-06-11 | 2004-10-26 | Mgp Ingredients, Inc. | Emulsion stabilizing starch products |
| CA2584201C (en) * | 2004-10-15 | 2014-12-23 | Danisco A/S | A foamed isocyanate-based polymer, a mix and process for production thereof |
| US20060122355A1 (en) * | 2004-10-15 | 2006-06-08 | O'connor James | Derivatized highly branched polysaccharide and a mix for production of polyurethane thereof |
| US7465757B2 (en) * | 2004-10-15 | 2008-12-16 | Danisco A/S | Foamed isocyanate-based polymer, a mix and process for production thereof |
| US7375214B2 (en) * | 2005-02-22 | 2008-05-20 | Lenlo Chem, Inc. | Hydrophobic starch having near-neutral dry product pH |
| BRPI0606233B1 (pt) * | 2005-02-22 | 2020-08-18 | Lenlo Chem, Inc | Compostos de amido hidrofôbico e usos do amido como combustível |
| US7282071B2 (en) * | 2006-01-31 | 2007-10-16 | Lenlo Chem, Inc. | Starch as a fuel or fuel component |
| US7931778B2 (en) | 2005-11-04 | 2011-04-26 | Cargill, Incorporated | Lecithin-starches compositions, preparation thereof and paper products having oil and grease resistance, and/or release properties |
| DE102006042586B4 (de) * | 2006-09-11 | 2014-01-16 | Betanie B.V. International Trading | Verfahren zum mikropartikulären Beladen von hochpolymeren Kohlenhydraten mit hydrophoben Wirkflüssigkeiten |
| DE102007005927B4 (de) * | 2007-02-06 | 2011-05-05 | Emsland - Stärke GmbH | Verfahren zur Herstellung eines hydrophoben Stärkederivats |
| US8735460B2 (en) | 2009-01-09 | 2014-05-27 | DuPont Nutrition BioScience ApS | Foamed isocyanate-based polymer, a mix and process for production thereof |
| US8258250B2 (en) * | 2009-10-07 | 2012-09-04 | Johnson & Johnson Consumer Companies, Inc. | Compositions comprising superhydrophilic amphiphilic copolymers and methods of use thereof |
| US11173106B2 (en) | 2009-10-07 | 2021-11-16 | Johnson & Johnson Consumer Inc. | Compositions comprising a superhydrophilic amphiphilic copolymer and a micellar thickener |
| US8741373B2 (en) | 2010-06-21 | 2014-06-03 | Virun, Inc. | Compositions containing non-polar compounds |
| CN101891830B (zh) * | 2010-07-06 | 2012-05-30 | 华南理工大学 | 一种淀粉基高分子表面活性剂及其制备方法 |
| KR101409210B1 (ko) * | 2011-11-30 | 2014-06-20 | 대상 주식회사 | 발수성 전분의 제조방법 |
| WO2013096438A1 (en) | 2011-12-19 | 2013-06-27 | Tate And Lyle Ingredients Americas Llc | Formulation for the prevention of delamination in starch-based adhesives |
| US8703933B2 (en) * | 2012-01-06 | 2014-04-22 | Corn Products Development, Inc | Single-phase preparation of hydrophobic starch product |
| CN104718005A (zh) | 2012-05-11 | 2015-06-17 | 宝洁公司 | 包含硅氧烷接枝淀粉的毛发处理物 |
| MX2014015808A (es) | 2012-06-27 | 2015-03-05 | Procter & Gamble | Composicion en aerosol que comprende un almidon de tapioca particulado. |
| JP2015520246A (ja) | 2012-06-27 | 2015-07-16 | ザ プロクター アンド ギャンブルカンパニー | 微粒子タピオカデンプンを含むエアロゾル組成物 |
| US9554981B2 (en) | 2012-09-14 | 2017-01-31 | The Procter & Gamble Company | Aerosol antiperspirant compositions, products and methods |
| JP2015535207A (ja) | 2012-11-09 | 2015-12-10 | ザ プロクター アンド ギャンブルカンパニー | 噴霧装置 |
| US11186424B2 (en) | 2013-07-16 | 2021-11-30 | The Procter & Gamble Company | Antiperspirant spray devices and compositions |
| US20150023886A1 (en) | 2013-07-16 | 2015-01-22 | The Procter & Gamble Company | Antiperspirant Spray Devices and Compositions |
| US9693574B2 (en) | 2013-08-08 | 2017-07-04 | Virun, Inc. | Compositions containing water-soluble derivatives of vitamin E mixtures and modified food starch |
| CN103757980B (zh) * | 2014-01-03 | 2017-01-11 | 金华盛纸业（苏州工业园区）有限公司 | 造纸用胶乳,制备方法及含有该造纸用胶乳的涂料 |
| WO2017132308A1 (en) | 2016-01-29 | 2017-08-03 | The Procter & Gamble Company | Composition for enhancing hair fiber properties |
| BR112019024216B1 (pt) | 2017-05-16 | 2024-01-02 | Cargill, Incorporated | Composição compreendendo uma dextrina modificada com um anidrido de um poliácido |
| KR102016464B1 (ko) * | 2017-11-17 | 2019-09-02 | 주식회사 삼양사 | 변성전분, 그의 제조방법, 그를 포함하는 접착제 조성물, 및 상기 접착제 조성물을 사용하여 제조된 다겹지 |
| US11058616B2 (en) | 2017-12-18 | 2021-07-13 | The Procter & Gamble Company | Aerosol antiperspirant methods |
| BR112022004571A2 (pt) | 2019-09-12 | 2022-06-07 | Cargill Inc | Amido modificado com anidrido, e, formulação de cuidado pessoal |
| US20240058228A1 (en) | 2022-08-22 | 2024-02-22 | The Procter & Gamble Company | Dry shampoo product with 55% or less volatile organic compounds |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2461139A (en) * | 1945-01-08 | 1949-02-08 | Nat Starch Products Inc | Starch ester derivatives and method of making same |
| US2661349A (en) * | 1949-02-18 | 1953-12-01 | Nat Starch Products Inc | Polysaccharide derivatives of substituted dicarboxylic acids |
| US3455838A (en) * | 1966-04-22 | 1969-07-15 | Nat Starch Chem Corp | Method of encapsulating water-insoluble substances and product thereof |
| US4501888A (en) * | 1984-01-24 | 1985-02-26 | A. E. Staley Manufacturing Company | Process for producing esters of carbohydrate materials |
| US4770710A (en) * | 1987-07-02 | 1988-09-13 | American Maize-Products Company | Novel starch and products produced therefrom |
| US5580553A (en) * | 1992-08-21 | 1996-12-03 | Nippon Starch Chemical Co., Ltd. | Cosmetic composition containing alkenylsuccinic acid ester of saccharide |
| JP3352722B2 (ja) * | 1992-08-26 | 2002-12-03 | 日澱化學株式会社 | 糖類のアルケニルコハク酸エステルを含有する化粧料 |
| US5321132A (en) * | 1992-12-23 | 1994-06-14 | National Starch And Chemical Investment Holding Corporation | Method of preparing intermediate DS starch esters in aqueous solution |
-
1995
- 1995-09-06 US US08/524,281 patent/US5672699A/en not_active Expired - Lifetime
-
1996
- 1996-05-10 DE DE69618300T patent/DE69618300T2/de not_active Expired - Fee Related
- 1996-05-10 EP EP96107441A patent/EP0761691B1/de not_active Expired - Lifetime
- 1996-05-13 AU AU52237/96A patent/AU710985B2/en not_active Expired
- 1996-06-15 TW TW085107246A patent/TW322483B/zh active
- 1996-09-05 JP JP23522396A patent/JP3974207B2/ja not_active Expired - Lifetime
- 1996-09-06 CA CA002185035A patent/CA2185035C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU710985B2 (en) | 1999-10-07 |
| AU5223796A (en) | 1997-03-13 |
| CA2185035A1 (en) | 1997-03-07 |
| EP0761691A2 (de) | 1997-03-12 |
| TW322483B (de) | 1997-12-11 |
| US5672699A (en) | 1997-09-30 |
| EP0761691B1 (de) | 2002-01-02 |
| EP0761691A3 (de) | 1997-09-24 |
| DE69618300T2 (de) | 2002-08-22 |
| DE69618300D1 (de) | 2002-02-07 |
| JPH09110902A (ja) | 1997-04-28 |
| JP3974207B2 (ja) | 2007-09-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2185035C (en) | Process for preparation of hydrophobic starch derivatives | |
| US6037466A (en) | Method for preparing hydrophobic starch derivatives | |
| US4663448A (en) | Aldehyde-containing heterpolysaccharides, a process for their preparation, and the use thereof | |
| EP0603837B1 (de) | Verfahren zur Herstellung von Stärkeestern mit einem Mittelsubstitutionsgrad in wässriger Lösung | |
| JP4977292B2 (ja) | 澱粉粒子の製造方法 | |
| US6090594A (en) | Process for preparing starchy products | |
| AU708262B2 (en) | Chemically derivatized maltodextrins | |
| JP2001122904A (ja) | 酸化方法により製造され、製紙において強さ添加剤として用いられる多糖類アルデヒド | |
| IE842257L (en) | Immobilised lipase preparation | |
| AU2005209336B2 (en) | Method for the manufacture of carboxyalkylinulin | |
| US6605715B1 (en) | Process for the preparation of a starch ester | |
| US20020123624A1 (en) | Hydrophobically esterified starch products and process of making the same | |
| US4387221A (en) | Alkyl- and alkenyl-sulfosuccinate starchhalf-esters, a method for the preparation thereof | |
| US5505783A (en) | Starch esters | |
| WO1995018157A1 (en) | Method for producing of cationic starch | |
| EP0883630A1 (de) | Verfahren zur oxidation von stärke | |
| KR101108881B1 (ko) | 금속 가교화된 소수성 전분의 제조방법 | |
| JP2000253894A (ja) | 位置選択的に置換されたオリゴ−及びポリサッカリドのエステル並びにそれらの製造方法 | |
| EP0281655B1 (de) | Aldehyde enthaltende Heteropolysaccharide, Verfahren zu deren Herstellung und ihre Verwendung | |
| JPH0794483B2 (ja) | サイクロデキストリン類脂肪酸エステルの製造法 | |
| SE1950123A1 (en) | Method for preparing inhibited starch | |
| CA1291434C (en) | Aldehyde-containing heteropolysaccharides and a process for their preparation and the use thereof | |
| JPH0525241B2 (de) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |